Journal
ORGANIC LETTERS
Volume 19, Issue 23, Pages 6308-6311Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03052
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Funding
- Fundamental Research Funds for the Central Universities (NJAU) [KYTZ201604]
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A visible-light photoredox cleavage of alpha-allenylic C-O bond and alkenyl C-S formation is disclosed for the first time. The thiolation of allenyl phosphine oxides with diaryl disulfides occurs smoothly in metal-free and mild conditions, affording novel S,P-bifunctionalized butadienes with moderate to excellent yields. Mechanistic studies explain the cleavage of a C(sp(3'))-O(Ar) bond in initiating a key alkenyl radical intermediate.
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